Season 1
Sept. 22, 2020
#26: Ryan Robinson – How to write blog posts that rank on page one of search results
Ryan Robinson is a full-time blogger, podcaster and content marketing consultant.
Sept. 15, 2020
#25: Eric Jorgenson – Creating a full-length book from Tweets, interviews, essays, and podcasts
Eric Jorgenson is the author of The Almanack of Naval Ravikant: A Guide to Wealth and Happiness (also called Navalmanack).
Sept. 8, 2020
#24: Tiffany Aliche, The Budgetnista – Paying off debt, saving for retirement, weathering a recession, and building wealth
Tiffany "The Budgetnista" Aliche is an author, speaker, and founder of the Live Richer Academy.
Sept. 1, 2020
#23: Kwame Christian – How an expert negotiator thinks strategically about expanding his reach
Kwame Christian is one of the foremost experts in the field of negotiation and conflict resolution.
Aug. 25, 2020
#22: Pat Flynn and Matt Gartland – Why Pat acquired a Matt's agency in order to grow Smart Passive Income
Smart Passive Income is a media company elevating entrepreneurs to within reach of their dreams.
Aug. 18, 2020
#21: Matt D'Avella – Freelancing, filmmaking, podcasting, and finding success on YouTube.
Matt D'Avella is a filmmaker, YouTuber & podcaster that explores what it means to live a good life. Matt directed Minimalism: A Documentary About the Important Things, which was acquired by Netflix in 2016.
Aug. 11, 2020
#20: Morgan Nield – Selling on Etsy, building a marketing strategy, Pinterest, and transitioning from physical to digital products
Morgan Nield helps Etsy sellers go from part-time hustle to full-time income.
Aug. 4, 2020
#19: Miles Beckler – Affiliate marketing, building an audience, earning trust, and making money online
Miles Beckler is an internet marketer. In 2009, he and his wife Melanie started a website about mindfulness and meditation, and that site now receives over 8M visitors per year.
July 28, 2020
#18: MICK – The early days of being a DJ, building relationships, failing micro, and future-proofing your brand.
MICK is a Brooklyn-based DJ, style influencer, tech investor, speaker, music curator, and brand consultant.
July 21, 2020
#17: Jude Brewer – Publishing, performing, becoming a producer, and adapting stories for different formats
Jude Brewer is an American author, producer, and podcast host.
July 14, 2020
#16: Puno – Finding freelance clients, managing your time, building a business to support your lifestyle, and creating exceptional courses.
Puno is a web designer and digital entrepreneur.
July 7, 2020
#15: Natalie Franke – Starting a photography business, competition, entrepreneurial loneliness, and the role of community
Natalie Franke is the Head of Community at HoneyBook and co-founder of the Rising Tide.
June 30, 2020
#14: Jonathan Mendonsa – Becoming debt free, how to cut your living expenses, saving for retirement, and investing
Jonathan Mendonsa is the co-founder of the ChooseFI podcast.
June 23, 2020
#13: Cat Coquillette – Leaving the agency world, selling art online, art licensing, and being a digital nomad
Cat Coquillette (CatCoq) is a location-independent artist and designer.
June 16, 2020
#12: Michael Sacca – Building an agency, launching software products, choosing a job, and maintaining creative outlets
Michael Sacca is the VP of Product at Dribbble and cohost of Rocketship.fm.
June 9, 2020
#11: Vanessa Van Edwards – Conversation starters, overcoming awkwardness, passive income, and pivoting around challenges
Vanessa Van Edwards is Lead Investigator at Science of People
May 26, 2020
#10: Amy Landino – Leveraging YouTube, building an audience, creating a persona, and being all in for the conversation forever.
Amy Landino is the creator of the award-winning series AmyTV and author of the best-selling book Vlog Like a Boss; How to Kill It Online With Video Blogging.
May 19, 2020
#9: Jason Zook – Learning the foundation, owning your weird, fighting fear, and showing up week after week
Jason Zook is a serial entrepreneur who has made millions through various "weird" methods: wearing t-shirts, auctioning off his last name (twice!), and selling off his future (BuyMyFuture.com).
May 12, 2020
#8: Adam Turla – Going on tour, building a fanbase, launching albums through kickstarter, and playing cave shows
Adam Turla is the guitarist, lead singer, and founding member of Murder By Death, a five-piece band from Louisville, Kentucky.
May 5, 2020
#7: Val Geisler – Email, imposter syndrome, and trading the corporate ladder for a spiral staircase
Val Geisler is the founder and CEO (that's Chief Email Officer) of Fix My Churn.
April 28, 2020
#6: Grant Baldwin – Having a professional work ethic, getting clear on your message, and how to get paid to speak
Grant Baldwin is the creator of The Speaker Lab and author of The Successful Speaker: Five Steps for Booking Gigs, Getting Paid, and Building Your Platform.
April 21, 2020
#5: Matt Giovanisci – A self-proclaimed "pool nerd" talks about web design, affiliate marketing, getting comfortable with money, and producing a rap album.
Matt Giovanisci is the creator of several online businesses including Swim University, Roasty, Brew Cabin, and Money Lab.
April 14, 2020
#4: Ash Ambirge – Humble beginnings, the Middle Finger moment, setbacks, and the unexpected impact Rihanna had on her life
Ash Ambirge is an internet entrepreneur, creative writer, speaker, and advocate for women being brave and doing disobedient things with their careers and their lives.
April 7, 2020
#3: Danielle Evans – The creator of food typography on earning a living, competition, and changing creative directions
Danielle Evans is an art director and designer that uses real life objects to create pause in a fast paced, digital world.